Tetraaminoethylene

Hypothetical organic molecule ((H2N)2C=C(NH2)2) From Wikipedia, the free encyclopedia

In organic chemistry, tetraaminoethylene is a hypothetical, organic compound with formula C2N4H8 or (H2N)2C=C(NH2)2. Like all polyamines that are geminal, this compound has never been synthesised and is believed to be extremely unstable.[2]

Quick facts Names, Identifiers ...
Tetraaminoethylene
Names
Systematic IUPAC name
Ethene-1,1,2,2-tetramine[1]
Other names
Ethylenetetramine
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C2H8N4/c3-1(4)2(5)6/h3-6H2 checkY
    Key: XXWSZMQKQLNDLC-UHFFFAOYSA-N checkY
  • NC(N)=C(N)N
Properties
C2H8N4
Molar mass 88.114 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
X markN verify (what is checkYX markN ?)
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However, there are many stable compounds that can be viewed as derivatives of tetraaminoethylene, with various organic functional groups substituted for some or all hydrogen atoms. These compounds, which have the general formula (R2N)2C=C(NR2)2, are collectively called tetraaminoethylenes.

General chemical structure of tetraaminoethylene derivatives

Tetraaminoethylenes are important in organic chemistry as dimers of diaminocarbenes, a type of stable carbene with the general formula (R2N)2C:.

Reactions

  • Tetraaminoethylenes react with acids to give formamidinium salts.

References

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